通过钯催化 2-硅烷基三甲酸酯反应合成环状有机硅化合物

IF 16.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Accounts of Chemical Research Pub Date : 2024-07-16 DOI:10.1093/chemle/upae132
Ryo Shintani
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引用次数: 0

摘要

在有机合成中,2-硅烷基三甲酸酯被广泛用作有效的芳炔前体,而通过保留其硅取代基,将其用作合成有机硅化合物的底物,则是这些试剂的另一个有吸引力的用途。特别是,环中含有硅原子的环状化合物有望成为各种生物活性物质和光电功能材料的候选材料。在这种情况下,人们通过开发钯催化的 2-硅烷基芳香族三酸酯反应,积极研究含硅环状化合物的新合成方法,而不产生芳香族中间体。因此,通过 C-H 和/或 C-Si 键活化以及这些键与作为反应中间体形成的 C-Pd 键之间的分子内交换,实现了各种硅环化合物的选择性合成。本文概述了这一主题,包括对机理的深入理解。
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Synthesis of cyclic organosilicon compounds by palladium-catalyzed reactions of 2-silylaryl triflates
2-Silylaryl triflates are widely employed as effective aryne precursors in organic synthesis, but their use as substrates for the synthesis of organosilicon compounds by retaining their silicon substituents is another attractive usage of these reagents. In particular, cyclic compounds having a silicon atom in the ring are promising candidates for various biologically active substances and optoelectronic functional materials. In this context, new synthetic methods of silicon-containing cyclic compounds have been actively investigated through the development of palladium-catalyzed reactions of 2-silylaryl triflates without generating aryne intermediates. As a result, selective synthesis of various silacyclic compounds has been achieved via C–H and/or C–Si bond activations as well as intramolecular exchange between these bonds and C–Pd bonds that are formed as reaction intermediates. An overview of this topic is described including the mechanistic insights.
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来源期刊
Accounts of Chemical Research
Accounts of Chemical Research 化学-化学综合
CiteScore
31.40
自引率
1.10%
发文量
312
审稿时长
2 months
期刊介绍: Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
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